Condensed Cyclic Compounds for OLED Stability

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Solution Overview

Problem

Current organic light-emitting devices face limitations in terms of stability, storage reliability, and charge mobility due to the lack of a suitable condensed cyclic compound that can enhance the performance of these devices.

Innovation Solution

A condensed cyclic compound represented by Formula 1-1 is introduced, which includes a multicyclic structure with fused 5-member heterocyclic rings, incorporating nitrogen, oxygen, or sulfur atoms, and optional substitutions with F, Cl, Br, or organic groups, used in the organic layer of the device to improve stability and charge mobility.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional organic light-emitting devices are used, then basic light emission function is achieved, but stability and storage reliability are insufficient

Engineering Contradiction:
ImprovestabilityVSAvoidlifespan
Core Design Contradiction:
ReliabilityVSDuration of action of stationary object

Solution Approach 1:

The patent modifies the molecular structure parameters of the emission layer by introducing specific condensed cyclic compounds with fused 5-member heterocyclic rings containing nitrogen, oxygen, or sulfur atoms. This structural parameter change enhances the chemical and electrochemical stability of the material, directly improving device reliability and lifespan without compromising the light emission function

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention employs composite material design by combining the condensed cyclic compound core structure with various substituent groups (aryl, heteroaryl, alkyl, etc.) to create optimized emission layer materials. This composite approach allows tuning of both stability and optoelectronic properties, resolving the contradiction between reliability and operational duration

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional organic light-emitting devices are used, then basic light emission function is achieved, but charge mobility is insufficient

Engineering Contradiction:
Improvecharge mobilityVSAvoidcharge transport speed
Core Design Contradiction:
ReliabilityVSSpeed

Solution Approach 1:

The patent optimizes charge mobility by carefully selecting and positioning substituent groups on the condensed cyclic compound backbone. The electronic properties (electron-donating or electron-withdrawing) of these substituents are adjusted to modify charge carrier mobility, enabling faster charge transport while maintaining device reliability through the stable core structure

Inventive Principle:
Principle #35Parameter changes

3Reliability

If a multicyclic structure with fused 5-member heterocyclic rings is introduced, then stability and charge mobility are improved, but device complexity increases

Engineering Contradiction:
ImprovestabilityVSAvoidmolecular structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies segmentation by dividing the complex multicyclic structure into modular components: a stable condensed cyclic core (bicyclic, tricyclic, or tetracyclic) and interchangeable substituent groups. This modular design allows systematic optimization of stability and charge mobility while maintaining synthetic feasibility and manageable device complexity

Inventive Principle:
Principle #1Segmentation

Data Source

PatentEP3301097B1[1]benzothieno[3',2':4,5]imidazo[1,2-a]pyridine derivatives and related compounds for use in organic light-emitting devices (OLEDS)
Publication Date: 2020.08.19 SAMSUNG DISPLAY CO LTD
  • EP3301097B1 patent drawingFigure 1~2
  • EP3301097B1 patent drawingFigure 3~4
  • EP3301097B1 patent drawing

AI summary

The present invention relates to benzo[4',5']thieno[3',2':4,5]imidazo[1,2-a]pyridine derivatives and related compounds for use in organic light emitting devices (OLEDs). The OLED includes at two electrodes and an organic layer disposed between the electrodes including a compound of the present invention. The compounds of the present invention are represented by Formula 1: in Formula 1, A11 is a C1-C60 heterocyclic group, A12 is a C5-C60 carbocyclic group or a C1-C60 heterocyclic group, X11 is O or S, X12 is C, X13 is selected from N, C, and C(R13), X14 is selected from N, C, and C(R14), and X13 and X14 are linked via a single bond or a double bond.